Location: Sarasota , 34239
Do Not Show Listings
2343 PROSPECT ST, SARASOTA, FL 34239
$315,000249 Days on yellowkey MLS ID: A4666451
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $84,500 (21.2%) on 05/15/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1142 Built: 1954 Tax: $4,493 (2024)Community: Loma Linda ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,493
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Hugh price reduction!! Prime opportunity in the heart of Sarasota. This property is being offered at land value only. Ideal for investors, builders, or buyers looking for a redevelopment project in a highly desirable location. The lot provides excellent potential for a new single family residence with convenient access to downtown Sarasota, beaches, shopping, dining, and major roadways. Value is in the land and future possibilities. Sold AS IS.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Stephen Strong (941-201-9662)
2596 FLOYD ST, SARASOTA, FL 34239
$1,900,000125 Days on yellowkey MLS ID: A4680149
REDUCED by $175,000 (8.4%) on 05/19/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4000 Built: 2025 Tax: $4,638 (2025)Community: Arlington ParkSpa: YesSingle Family
Taxes:$4,638
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully designed living space in the coveted Rustic Lodge section of Arlington Park. This light-filled, open-concept floor plan blends indoor and outdoor living seamlessly for enhanced living and entertaining. The centerpiece of the home is the chef's kitchen with floor to ceiling custom cabinetry by Studio Luxe, quartz countertops, a full-slab backsplash, and a dramatic waterfall island. Premium Thermador appliances include a 42-inch French door refrigerator, induction cooktop, wall-oven combination, and range hood. Additional bonus cabinetry just off the kitchen and an oversized pantry provides ample storage. Large porcelain tile flooring throughout enhances the clean, modern aesthetic. The primary suite is located on the main level, featuring a spa-inspired bathroom with dual vanities, an oversized zero entry shower, and a freestanding soaking tub. Upstairs, you'll find a bonus room that could be used as a den, reading room or fitness area and generous loft perfect for movie or game nights as well as a large laundry room. There are three well positioned and private bedrooms with en-suite bathrooms and custom closet systems; each with access to a balcony. Outside, you will find a large paver patio with outdoor kitchen equipped with a Blaze grill, granite countertops, and Zephyr beverage center. The heated saltwater pool and spa and fenced yard extend the tranquility this home offers. Additional features include Kohler plumbing fixtures, Daltile porcelain tile, Franklin lighting, titanium pavers, premium PGT windows, PVC vinyl fencing and a 5V crimp metal roof. A 21-foot driveway, two-car garage, irrigation system, exterior lighting, decorative shutters and a two-car garage add to the thoughtful design and effortless living this home offers. This home is located just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota memorial Hospital, SRQ airport, Legacy Trail, Arlington Park and in a top-rated school district offering convenience and lifestyle.
Listing Agent: Laurie Minear (717-824-5703)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$230,00015 Days on yellowkey MLS ID: A4693949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Elementary School: Phillippi Shores Elementary
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
2377 BURTON LN, SARASOTA, FL 34239
$840,000168 Days on yellowkey MLS ID: O6367915
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1992 Tax: $2,924 (2024)Community: Burton LaneSingle Family
Taxes:$2,924
Remarks: Walk to downtown Sarasota and ride your bike to America's two best beaches; Lido and Siesta, and ride the Bicycle Legacy Trail nearby. This 1992 beautifully designed and built floor plan with near 10' ceilings flows well and even allows for a possible in-law or guest quarters, separate from your private area. Relax on your oversized roofed and screened Lanai and enjoy the Selby-Garden-like-yard full of blooming tropical plants and palm trees. Live anxiety free as this house incurred no leaks, no flooding, and no loss of electricity during past storms. The metal roof and the concrete block construction are rated the most wind resistant of all building materials. The Homeowners Insurance is only $3,100 including hurricane coverage; no flood insurance is required as the zone is X. Not only do you have no association or CDD fees to pay, the Arlington Park neighborhood is one of the most desired areas in the City of Sarasota with the city's prized AQUATIC CENTER and PREMIER PARK, full of amenities, a few blocks away. The highly rated Sarasota Memorial Hospital is 1/2 mile away along with numerous restaurants and pubs within walking distance. Enjoy peace of mind knowing the Arlington Park Neighborhood is a quiet, serene place to live. CLOSE, and BEAUTIFUL makes this a home you MUST-SEE. Located on a cul-de-sac in the only subdivision within the Arlington Park Neighborhood where all the homes were built in 1992 and seldom do any come available. Six of the eight homes have identical floor plans with different facades adding interest to the little subdivision. 3-bedrooms, 2-baths, 2-car garage, 10’-ceilings, 1894 Sq.Ft., with angular walls for added interest, living- room, plus family-room, plus dining-room, gated front-porch and screened & roofed oversized-lanai and lush tropical foliage and a privacy-fence surrounding the entire home on a quiet and city cul-de-sac. The neutral-colored-diagonal tile runs throughout the entire home. -Pet-free house for the last 9 years and no carpet SO YOUR ALLERGIES WON’T ACT UP, plus a central vacuum blows the exhaust from vacuuming into the garage and it is not recirculated inside the house. -Pesticide Free House and Yard for the last 21 years. No Fire Ants here, No grass to mow. Location, Location, (No incidents in my 20 years) -Bicycling Aficionados can ride the nearby Legacy Trail. -Walk to upscale restaurants, and pubs in the Southside Shopping area plus Morton's Gourmet Market. Fast food is even closer. Plus the City’s Premier Recreational Facility, Arlington Park Aquatic Center is ½ mile away, with several Pools, a ½ mile Shaded Walking Trail, a Dog Park, Play Ground, Tranquil Lake, Picnic Tables, Tennis & Racquet Ball Courts, and indoor, air-conditioned Pickleball. -Less than ¾ mile is a YMCA with an Olympic Pool and L.A. Fitness with a Pool. -Walk just two miles to the Regal Cinemas in Downtown and lots of Restaurants and Entertainment. -Walk or ride 1 mile to Cinebistro and Live Theater Performances in the Southgate Mall. -Sarasota Memorial Hospital is less than ½ mile -Grocery Stores are less than a mile away -Walk to High School and Middle School .8 mile away. Top-Rated Southside Elementary.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2417 PARSON LN, SARASOTA, FL 34239
$395,000165 Days on yellowkey MLS ID: A4675748
3 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Elementary School: Southside Elementary
Remarks: Don’t miss this adorable SOUTHSIDE ELEMENTARY-zoned gem in hip South Gate! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Allison Werner (941-961-3212)
1885 CLEMATIS ST, SARASOTA, FL 34239
$2,599,99033 Days on yellowkey MLS ID: A4691671
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3215 Built: 2011 Tax: $18,357 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$18,357
Remarks: Perfectly positioned on one of Sarasota's most coveted West of Trail locations - the "Flower" streets - this custom built residence delivers a lifestyle that's walkable, central and effortlessly connected to everything Sarasota. Just three blocks to Hillview's shopping, dining and Sarasota Memorial Hospital, a short stroll to top-rated Southside Elementary and only minutes to downtown Sarasota and world-renowned Siesta Key Beach - this is the epitome of "Location. Location. Location." Built in 2011 by Paradise Homes, the home offers over 3,200 square feet of thoughtfully designed one-story living with 4 bedrooms and 3 baths. A bright, open-concept layout creates a natural flow for entertaining, while the split floor plan provides ideal privacy for guests or family. High-end finishes and custom details are found throughout—from tray ceilings and built-ins to designer closets and a warm gas fireplace anchoring the main living space. The chef’s kitchen is both functional and refined, featuring stainless Viking appliances, granite countertops, custom cabinetry with glass accents, a walk-in pantry, and a reverse osmosis system with instant hot water—perfect for everyday living and hosting alike. Step outside to your pocketing sliding doors to a shaded, private Florida retreat - where a saltwater PebbleTec pool and spa, pavered pool deck, and fire pit set the tone for relaxed coastal living. The fully equipped outdoor kitchen—complete with grill, sink, and refrigerator—makes entertaining a breeze, all complemented by a charming side garden for added privacy and ambiance. Constructed with concrete block and outfitted with all impact-rated windows and doors plus electronic shutters - the home offers exceptional peace of mind. Modern conveniences include a Control4 smart home system and a new (2025) tankless water heater. An oversized three-car garage with epoxy flooring, irrigation well, and meticulous attention to detail complete the offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,899,000155 Days on yellowkey MLS ID: A4676235
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Remarks: Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
3524 S SCHOOL AVE, SARASOTA, FL 34239
$925,00018 Days on yellowkey MLS ID: A4693494
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3037 Built: 1957 Tax: $9,338 (2025)Community: South GateSingle Family
Taxes:$9,338
High School: Riverview High
Remarks: From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.
Listing Agent: Seth Westerberg (941-342-7653)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,00080 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This beautifully crafted custom home combines modern farmhouse style with exceptional craftsmanship and designer finishes throughout. Featuring 3 bedrooms, 2.5 baths, and an open-concept floor plan, the residence offers a perfect balance of comfort, style, and functionality. Eye-catching curb appeal begins with a cypress wood garage door, cypress porch accents, and a dramatic glass entryway that sets the tone for the thoughtfully designed interior. Filled with natural light, the two-story home showcases European oak flooring, recessed lighting, and a warm, inviting atmosphere throughout. The spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating a stunning focal point ideal for everyday living and entertaining. The chef’s kitchen is both stylish and functional, featuring a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close wood cabinetry, a large waterfall-edge island, floating cypress shelves, brass fixtures, and a generous walk-in pantry. The primary suite offers a peaceful retreat with a spacious bedroom, custom walk-in closet, and a spa-inspired bath complete with dual showers, double vanities, and custom cypress shelving. Additional highlights include beautiful wood staircases with wrought iron railings leading to a second-story bonus room, along with a spacious laundry and mudroom combination offering extensive storage and workspace. Step outside to a large private backyard with plenty of room for a future pool, surrounded by a six-foot cypress shadowbox fence ideal for pets, entertaining, and outdoor living. Ideally located east of the Trail in Sarasota, this exceptional home is just moments from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School, while downtown Sarasota’s dining, arts, culture, and world-famous Gulf beaches are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
3727 TANGIER TER, SARASOTA, FL 34239
$2,490,00018 Days on yellowkey MLS ID: A4693739
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 1959Monthly Fee: $13 Tax: $12,434 (2025)Community: San Remo EstatesSingle Family
Taxes:$12,434
Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity to own a spacious and beautiful home in the coveted San Remo Estates neighborhood, just before the North Siesta Key Bridge. This 4-bedroom, 3-bath residence offers 2,696 square feet of living space and features a huge bonus room ideal for a media room, home office, gym, or guest suite. The living room's wood-burning fireplace adds warmth and character, while the screened-in pool deck patio and fenced backyard provide the perfect setting for relaxing or entertaining. The home can be customized to your personal preferences. It is currently in the remodel permit process through the City of Sarasota Building Department, offering a unique opportunity for buyers to work directly with our design team. You may select your own cabinetry, flooring, paint colors, lighting, appliances, kitchen island details, hardware, exterior colors, and even choose to add a hot tub spa. While many buyers love the charm of a ranch-style home, this property allows you to transform it into your own vision. Situated on a generous 12,395 sq. ft. lot, the property features beautifully maintained landscaping, a spacious green backyard, and includes a 2-car garage. Whether your dream style is British West Indies, Mid-Century Modern, Cottage, or something entirely custom, the design direction is completely up to you. This is a special opportunity to create a personalized home in one of Sarasota’s most desirable neighborhoods, just minutes from Siesta Key, beaches, dining, and shopping.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00067 Days on yellowkey MLS ID: A4687800
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoSingle Family
Taxes:$4,100
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX Two 2bed 1bath units, is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,00061 Days on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Remarks: One or more photo(s) has been virtually staged. Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
2082 ORCHID ST, SARASOTA, FL 34239
$434,90046 Days on yellowkey MLS ID: A4690466
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $14,100 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1958 Tax: $3,780 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,780
Remarks: Under contract-accepting backup offers. Exceptional opportunity in the heart of Sarasota! Located within city limits, this 3-bedroom, 2-bath home offers a rare advantage with legal short-term rental allowance and an established rental history, making it ideal for both investors and primary homeowners. Offered turnkey furnished, this property is truly move-in or rental ready. Immediately walking in you are greeted with the open kitchen, living room, and dining room. Perfect for entertaining and enjoy a catch up of the day at the beach. The thoughtfully designed split floor plan provides privacy for the owner’s suite and guests, while a dedicated office overlooks the expansive backyard. The large, fenced lot creates the perfect setting for entertaining, complete with an open outdoor space and private jacuzzi for relaxing Florida evenings. Positioned in a highly desirable location, this home is walkable to shopping and dining along Siesta Drive, located within the sought-after Southside School District, and just minutes to downtown Sarasota and world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, vacation home, or income-producing property, this one offers versatility, location, and lifestyle all in one.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
3705 TANGIER TER, SARASOTA, FL 34239
$1,890,00050 Days on yellowkey MLS ID: A4687142
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $100,000 (5.0%) on 04/23/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2529 Built: 1956Monthly Fee: $13 Tax: $3,899 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$3,899
Remarks: Under contract-accepting backup offers. Experience elevated coastal living in this fully updated 4-bedroom, 3-bath home offering 2,529 sq. ft. of refined space in the coveted San Remo Estates community. Just steps from the North Siesta Key Bridge, this residence combines a serene neighborhood setting with exceptional convenience to Sarasota’s top waterfront amenities. Inside, an open-concept layout highlights a newly designed kitchen with modern appliances, a dedicated laundry room, and a versatile fourth bedroom perfect for an office, gym, or flex space. Custom closets throughout the home—crafted by Design Studio California Closets—enhance storage and organization, while thoughtful finishes create a warm, contemporary feel. A spacious 2-car garage adds everyday practicality. Set on a generous 0.33-acre lot, the outdoor space is designed for entertaining and relaxation with a brand-new pool with champagne spa hot-tub, covered lanai, expansive patio, and outdoor bar area including a new full summer kitchen. Additional upgrades—new landscaping with irrigation, exterior lighting, a dog run, and a cozy fire pit—make this property an ideal retreat for enjoying Florida living at its finest.
3018 ARLINGTON ST, SARASOTA, FL 34239
$414,00054 Days on yellowkey MLS ID: A4689348
REDUCED by $15,000 (3.5%) on 05/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Discover the charm and exceptional value of this thoughtfully updated 3-bedroom, 2-bathroom single-family home in the desirable Arlington Park neighborhood — a walkable, tree-lined community just south of downtown Sarasota. This 1,626 sq. ft. residence perfectly blends classic 1952 character with practical modern improvements. New vinyl siding and a welcoming farmer’s porch create strong curb appeal, while hurricane-impact windows in the front and bedrooms provide enhanced safety and energy efficiency. Inside, tile flooring flows through the main living areas, complemented by durable vinyl plank flooring in the bedrooms. The spacious master suite features an extended sitting area with a slider to the backyard, a remodeled bathroom with tiled shower and new vanity, and a large walk-in closet. The kitchen offers a tile backsplash, closet pantry, and convenient pass-through window to the dining room. Outside, the fully fenced backyard provides generous space for a future pool, gardening, or entertaining, complete with a utility shed and a hot tub. Additional conveniences include a wide stone driveway with extra parking. Nestled in the unique Cottage in the Pines section on a 0.21-acre lot, this home enjoys a prime central location. Enjoy quick access to downtown Sarasota, Siesta Key Beach, Sarasota Memorial Hospital, top dining, shopping, and recreational facilities at nearby Arlington Park — all in a convenient, low-traffic setting. This well-maintained home combines meaningful updates with timeless appeal and now offers outstanding value at the new price in one of Sarasota’s most sought-after neighborhoods. Schedule your private showing today!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000239 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Perfect Investment Property! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
3700 S OSPREY AVE #118, SARASOTA, FL 34239
$232,90096 Days on yellowkey MLS ID: A4683813
REDUCED by $5,000 (2.1%) on 05/14/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,884 (2025)Community: Plaza GardensCondo
Taxes:$2,884
Remarks: Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle. This move-in ready, west of the trail home, boasts a comprehensive interior renovation that blends modern convenience with natural beauty. The heart of the home is the stunning kitchen, which features brand-new modern white cabinetry, sleek stainless steel appliances, and gorgeous live-edge countertops that provide a unique and organic focal point for your living space. The upgrades continue throughout the entire unit with fresh new flooring, updated fans, and contemporary lighting that create a bright and welcoming atmosphere. The bathroom has been fully refreshed with a new vanity and sinks, ensuring every inch of this home feels crisp and current. Major mechanical updates provide long-term peace of mind, including a water heater installed in 2021 and an air conditioning system from 2017. You will also enjoy the convenience of an indoor laundry room inside the unit. The community recently benefited from a newer roof, providing peace of mind for years to come. Your assigned parking space is situated right in front of your door, making it a breeze to load up your gear for a day at the beach or a trip to the nearby parks. The location is truly unbeatable and keeps you in the heart of everything Sarasota has to offer. You are within walking or biking distance to the Crossings at Siesta Key, where you will find a Publix grocery store, a variety of dining options, and excellent shopping. The neighborhood is also conveniently close to Sarasota Memorial Hospital and a curated selection of upscale local restaurants. With water, sewer, and trash included in the maintenance fee, you can spend less time worrying about bills and more time enjoying the nearby bridge to the coast. Do not miss your chance to own in one of the area's most sought-after hotspots!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$715,00026 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Remarks: Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
2574 HAWTHORNE ST, SARASOTA, FL 34239
$515,00021 Days on yellowkey MLS ID: TB8507724
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1952 Tax: $6,269 (2025)Community: Turners J C SubSingle Family
Taxes:$6,269
Remarks: Welcome to Arlington Park, one of Sarasota’s most desirable and rapidly growing neighborhoods. Located on a quiet dead-end street directly across from Arlington Park, this property is just steps away from playgrounds, workout stations, basketball and tennis courts, public pools, and beautiful walking trails surrounded by nature and wildlife. This property offers incredible flexibility and potential depending on your goals. It can be renovated into a beautiful primary residence, used as a profitable rental property, transformed through a full fix-and-flip renovation, or even torn down to build your dream home on this ideally located lot in an area surrounded by new construction homes. Currently generating $3,000 month in rental income, the property is rented as a main house for $2,000/month plus an attached efficiency for $1,000/month with a separate private entrance. Tenants may remain for investors seeking immediate income, or the property can be delivered vacant with a 30-day notice to tenants. The home features a flexible layout, pool access, a new roof, and a prime central Sarasota location just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Lido Beach. Rare opportunity in one of Sarasota’s most sought-after neighborhoods. Schedule your private showing today.
Listing is courtesy of: INMOBILIATA, LLC (305-776-8703)
Listing Agent: Tatiana Paredes (786-282-1345)
3340 WEBBER ST, SARASOTA, FL 34239
$399,000358 Days on yellowkey MLS ID: N6139210
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1403 Built: 1961 Tax: $4,121 (2024)Community: South Gate ManorSingle Family
Taxes:$4,121
Remarks: Under contract-accepting backup offers. HUGE PRICE REDUCTION! MOTIVATED SELLER! Tastefully Renovated Home in Prime Sarasota Location – No HOA, No Flood Zone! Welcome to this beautifully updated 2-bedroom, 1.5-bath home with an oversized 1-car garage, ideally situated in the heart of South Gate Manor. Boasting major recent upgrades including a new roof (2022), new HVAC system (2023), and newer windows, this move-in ready home offers modern style, comfort, and convenience. From the moment you arrive, you’ll be impressed by the inviting curb appeal—highlighted by fresh exterior paint, professional landscaping, a stained wood column, and a charming mosaic tile front entryway. Step inside to discover a bright, open floor plan enhanced by fresh interior paint, luxury waterproof vinyl flooring, and updated modern fixtures throughout. The centrally located kitchen is a chef’s dream, featuring 42” custom cabinets, stunning granite countertops, stainless steel appliances, subway tile backsplash, and sleek floating display shelves. The kitchen flows seamlessly into the spacious dining area and oversized living room, anchored by a cozy brick fireplace with an elegant trim surround—perfect for gatherings and entertaining. A bonus second family room expands your living space, while a stylish half bath with a new vanity adds convenience for guests. Both bedrooms are generously sized with ample closet space, and the full bathroom has been beautifully updated with designer tile flooring, a new vanity, and a tile-surround shower/tub combo. Enjoy sunny Florida days in your private backyard oasis, fully fenced and offering plenty of space to add a pool. The backyard also includes a storage shed, and the oversized garage provides even more storage options. Interior laundry area off the kitchen adds everyday ease. Located just minutes from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, Legacy Trail, US-41, I-75, Detwiler’s Market, and top-rated dining and shopping—this home truly offers the best of Sarasota living. Don’t miss this exceptional opportunity—schedule your private showing today!
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
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